Synthesis and pharmacological evaluation of .gamma.-aminobutyric acid analogs. New ligand for GABAB sites
- 1 April 1987
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 30 (4), 743-746
- https://doi.org/10.1021/jm00387a031
Abstract
Baclofen (.beta.-p-chlorophenyl-GABA) is the only selective agonist for the bicuculline-insensitive GABAB receptor. We report the synthesis of new GABA analogues and baclofen analogues. In vitro, two compounds, 4-amino-3-benzo[b]furan-2-ylbutanoic acid (9g) and 4-amino-3-(5-methoxybenzo[b]furan-2-yl)butanoic acid (9h), showed an affinity for the GABAB receptor. The results obtained with racemic compounds of benzofuran structure, new for this series, and the surprising inactivity of compound 3a (4-amino-3-(4-hydroxyphenyl)butanoic acid) permit the proposal of a hypothesis for the structure-activity relationships with regard to GABAB receptor.This publication has 3 references indexed in Scilit:
- Synthesis and activity of 5-(aminomethyl)-1,3-cyclohexanediones: enolic analogs of .gamma.-aminobutyric acidJournal of Medicinal Chemistry, 1985
- Characteristics of GABAB receptor binding sites on rat whole brain synaptic membranesBritish Journal of Pharmacology, 1983
- Comparison of the analgesic actions of THIP and morphineGeneral Pharmacology: The Vascular System, 1982